Chemical constituents from methanolic extract of Garcinia mackeaniana leaves and their antioxidant activity

Nguyen Thi Thu Ha; Pham Van Cuong; Nguyen Thanh Tra; Le Thi Tu Anh; Ba Thi Cham; Ninh The Son

doi:10.15625/2525-2518/58/4/14680

Author affiliations

Authors

Nguyen Thi Thu Ha Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
Pham Van Cuong Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet Street, Cau Giay, Ha Noi, Viet Nam
Nguyen Thanh Tra Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
Le Thi Tu Anh Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
Ba Thi Cham Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
Ninh The Son Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam

DOI:

https://doi.org/10.15625/2525-2518/58/4/14680

Keywords:

Garcinia mackeaniana, leaves, phytochemistry, antioxidant activity

Abstract

A phytochemical investigation of the methanolic extract of Garcinia mackeaniana leaves led to the isolation, and determination of five secondary metabolites, including one benzophenone 4,3',4'-trihydroxy-2,6-dimethoxybenzophenone (1), two flavone C-glucosides vitexin (2) and its 2''-O-acetyl derivative (3), one biflavone amentoflavone (4), and one mono-phenol methyl protocatechuate (5). The chemical structures of these compounds were characterized by the NMR-spectroscopic method. These isolated compounds were isolated from G. mackeaniana species for the first time. Benzophenone derivative 1 has shown to be associated with a significant IC₅₀ value of 14.97±0.8 µg/mL in the DPPH-antioxidant assay.

Downloads

Download data is not yet available.

References

Yang H., Tian D., Zeng Y., Huang L., Gu W., Hao X., Yuan C. - Phenolic derivatives from Garcinia multiflora Champion ex Bentham and their chemotaxonomic significance, Biochemical Systematics and Ecology 88 (2020) 103981.

Jena B. S., Jayrakasha G. K., Singh R. P., Sakariah K. K. - Chemistry and biochemistry of (−)-hydroxycitric acid from Garcinia, Journal of Agricultural Food and Chemistry 50 (2002) 10-22.

Ovalle-Magallanes B, Eugenio-Pérez D, Pedraza-Chaverri J. - Medicinal properties of mangosteen (Garcinia mangostana L.): A comprehensive update, Food and Chemical Toxicology 109 (2017) 102-122.

Hemshekhar M., Sunitha K., Sebastin Santhosh M., Devaraja S., Kemparaju K., Vishwanath B. S., Niranjana S. R., Girish K. S. - An overview on genus garcinia: phytochemical and therapeutical aspects, Phytochemistry Reviews 10 (2011) 325-351.

Ho P. H. - An illustrated flora of Vietnam, Young Publish 1 (1999), 457-461.

Son N. T., Kamiji M., Huong T. T., Kubo M., Cuong N. M., Fukuyama Y. - Chemical constituents of the Vietnamese plants Dalbergia tonkinensis Prain and Cratoxylum formosum (Jack) Dyer in Hook and their antioxidative activities, Medicinal Chemistry Research 28 (2019) 1441-1447.

Elshamy A. I., Hama M., Trang N. V., Son N. T., Okamoto Y., Noji M., Ban S., Umeyama A. - A new cerebroside from the endophytic fungus Ophiocordyceps longiissima: Structural-electronic and antioxidant relations. Experimental and DFT calculated studies, Journal of Molecular Structure 1200 (2020) 127061.

Tram N. C. T., Son N. T., Nga N. T., Phuong V. T. T., Cuc N. T., Phuong D. T., Truan G., Cuong N. M., Thao D. T. - The hepatoprotective activity of a new derivative kaempferol glycoside from the leaves of Vietnamese Phyllanthus acidus (L.) Skeels, Medicinal Chemistry Research 26 (2017) 2057-2064.

Pailee P., Kuhakarn C., Sangsuwan C., Hongthong S., Piyachaturawat P., Suksen K., Jariyawat S., Akkarawongsapat R., Limthongkul J., Napaswad C., Kongsaeree P., Prabpai S., Jaipetch T., Pohmakotr M., Tuchinda P., Reutrakul V. - Anti-HIV and cytotoxic biphenyls, benzophenones and xanthones from stems, leaves and twigs of Garcinia speciosa, Phytochemistry 147 (2018) 68-79.

Huong Tran T., Ha Vu T., Cuong To D., Son Ninh T., Toan Tran Q., Anh Hoang T. N., Tram Nguyen T. T., Woo Sun H., Kim Y. H., Cuong N. M. - New constituents from the roots and stems of Paramignya trimera, Natural Product communication (2019) 1-5.

Huong Tran T., Son Ninh T., Cuong Nguyen M., Van Doan T., Cuong To D., Khanh Pham N., Ha Vu T. - Morinlongosides A-C, two new isoprenylated naphthoquinone glucosides and a new iridoid glucoside from the roots of Morinda longissima, Chemical and Pharmaceutical Bulletin 64 (2016) 1230-1234.

Cuong Nguyen M., Huong Tran T., Khanh Pham N., Tai Nguyen V., Ha Vu T., Son Ninh T., Tai Bui H., Kim Young H. - Paratrimerins A and B, two new dimeric monoterpene-linked coumarin glycosides from the roots and stems of Paramignya trimera, Chemical and Pharmaceutical Bulletin 63 (2015) 945-949.

Na Z., Xu Y. - Chemical constituents from twigs of Garcinia xipshuanbannaensis, Zhongguo Zhong Yao Za Zhi 34 (2009) 2338-2342.

Abdermane B., Tih A. E., Ghogomu R. T., Blond A., Bodo B. – New flavonoid C-O-C dimers and other chemical constituents from Garcinia brevipedicellata stem heartwood, Zeitschrift fur Naturforschung C 71 (2016) 233-241.

Kaikabo A. A., Eloff J. N.- Antibacterial activity of two biflavonoids from Garcinia livingstonei leaves against Mycobacterium smegmatis, Journal of Ethnopharmacology 138 (2011) 252-255.

Ha N. T. T., Tra N. T., Cham B. T., Anh L. T. T., Cuong P. V. - Chemical constituents from Diospyros fleuryana (genus Diospyros), Vietnam Journal of Chemistry 57 (2019) 22-26.